
House holiday rentals in San Benedetto del Tronto
Find and book unique houses on Airbnb
Quick stats about house rentals in San Benedetto del Tronto

Total holiday rentals
Explore 30 holiday rentals in San Benedetto del Tronto

Nightly prices starting at
San Benedetto del Tronto holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 220 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of San Benedetto del Tronto holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Benedetto del Tronto rentals

4.7 Average rating
San Benedetto del Tronto stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in San Benedetto del Tronto
Guests agree: these houses are highly rated for location, cleanliness and more.

Seaside tavern
A beautiful tavern/loft with a wide sea view that encompasses miles of Abruzzo coastline. Your awakenings will be made unique and unforgettable. Located near the medieval historic center of Montepagano: a village born in the 11th century where disconnecting from the city's frenzy has never been easier. Just 4 km away, you can enjoy beautiful days at the beach in the town of Roseto degli Abruzzi, which has always been a popular tourist destination. Since 1999, the municipality has been awarded the Blue Flag.

L'Ulivo e il Pioppo Holiday Home
A small house in the peaceful Abruzzo countryside, with large outdoor spaces, also suitable for families with pets. Located in a quiet countryside neighborhood, 5 minutes from the famous seaside resorts of Roseto degli Abruzzi and Pineto, and 25 minutes from the entrance to the Gran Sasso National Park and the Laga Mountains. It enjoys the proximity of the Roseto and Atri/Pineto highway exits, only 15 minutes away. Ideal for relaxing with family and having fun with friends in a welcoming place.

La Casetta - Entire house 5 minutes from the center.
Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

Views from the roof of Le Marche
Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

Casa Belvedere
The House is located in the historic center of Colonnella, a few kilometers from the blue flag beaches of Alba Adriatica, Tortoreto, Giulianova, San Benedetto del Tronto and 26 km from Ascoli Piceno. Completely renovated with spectacular panoramic views and large terrace overlooking the Adriatic Sea. The apartment consists of a bedroom with double bed, bathroom and living room with kitchenette and double sofa bed. Bars, wineries, restaurants and supermarkets are just a short walk away.

Giardino sul Fiume: relax a 10 min dal centro
Enjoy nature 400 meters from the central square of Ascoli. You can get to the center with a walk. House with garden overlooking the river and the Papal Paper Mill. A quiet and peaceful place. You will be greeted by the warmth of the rustic environment of a typical Italian house, built by my grandfather in 1922, with exposed stone masonry. The Castellano River, which can be easily reached on foot, is perfect for a walk in any season or a cool summer swim. We look forward to seeing you!

Corner of paradise - Alpaca village nature and relaxation
Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

A stone's throw from the square
Enjoy a stylish vacation in this property in the heart of the historic center, a newly built apartment with all the services available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property is completed by a beautiful double bedroom with TV and a living room with a comfortable sofa bed and reading space. In the surroundings there are all the amenities: parking and all the most beautiful monuments of the city.

Mini apartment with pool Villa Cerqueto
The apartment, ideal for 2/5 people, consists of a large and bright living area with kitchenette, sofa bed, TV and Wi-Fi; a spacious bedroom with double bed and bunk bed and a large balcony where you can eat. The bathroom is inside the room. The swimming pool and garden are shared with all the guests of the property. The Agostini family, owner and resident of the property, will always be ready to respond to every need while respecting the privacy of its guests.

La Betulla - Majesty View LUX
Escape to an exclusive 4-bedroom luxury villa set within 25,000 sqm of breathtaking landscapes in the heart of Italy. Perfect for those seeking relaxation, adventure, and gourmet experiences. ✨ Why You’ll Love It: 🌿 Truffle Forest & Farm Lab 🏊♂️ Expansive Pool & Outdoor Lounge - Unwind in pure luxury 🛏️ Elegant & Spacious Interiors 🌍 Prime Location – Close to the Adriatic Coast & top cultural destinations Book now for a one-of-a-kind Italian escape! 🌟

Apartment 1 Panoramic Terrace 2-3 Pax
The farmhouse, renovated in rustic style with exposed bricks is set in a landscape between rows of vineyards and extensive olive groves. The apartment with wooden roof and a large terrace overlooking the Montagne Gemelle, the Gran Sasso, and the Monti Sibillini. You will enjoy the quiet of the countryside in a true slice of agricultural life. We are inside a winery, it is possible, on request, to buy wine or book a themed tasting.

Casalmare Giulianova Scirocco
Discover the charm of Giulianova by staying at Casalmare Giulianova Scirocco, a cozy apartment ideally located for exploring the city. This lovely accommodation offers 1 bedroom + sofa bed in the living room and 1 bathroom, perfect for couples or families. Among the main amenities you will find air conditioning, heating, wireless internet, a washing machine, as well as a kitchen equipped with a stove and refrigerator.
Popular amenities for house rentals in San Benedetto del Tronto
House rentals with a pool

Giglio apartment with the pool access

Charming Casa Capriola - Panoramic views

[Villa Vista Mare] Parcheggio Bbq Piscina

Villa with pool

{Private Pool} 10 beds, Wifi, AC, Garden

La Casa Rossa - Countryhouse with swimmingpool

A little house in the woods - Rustico Ceppino -

Large family apartment at Villa Milli
Weekly house rentals

TYPICAL HOUSE IN SMALL VILLAGE

Dimora dei Cordari - Breakfast & Beach Included

Relaxing apartment with exclusive garden

Pretty house in a village between hills and sea

Relais L'Uliveto – Dimora degli Ulivi

Casa Marina

La Casetta di Dama Vacation Home

The House of the Swallows
Private house rentals

The country house in Giulianova

Pool house, relax in the olive trees garden

S. Giacomo Vacation home

Casa Etra

Casale Calù

La Villetta

Villa with private garden 650 meters from the sea

Terraces overlooking the village
Destinations to explore
- Bed and breakfasts San Benedetto del Tronto
- Rentals with a fireplace San Benedetto del Tronto
- Beachfront rentals San Benedetto del Tronto
- Villa rentals San Benedetto del Tronto
- Rentals with a washing machine and dryer San Benedetto del Tronto
- Flat rentals San Benedetto del Tronto
- Apartment rentals San Benedetto del Tronto
- Rentals with breakfast San Benedetto del Tronto
- Holiday home rentals San Benedetto del Tronto
- Rentals with outdoor seating San Benedetto del Tronto
- Rentals with pools San Benedetto del Tronto
- Rentals with beach access San Benedetto del Tronto
- Waterfront rentals San Benedetto del Tronto
- Rentals with a patio San Benedetto del Tronto
- Smoking-friendly rentals San Benedetto del Tronto
- Family-friendly rentals San Benedetto del Tronto
- Pet-friendly rentals San Benedetto del Tronto
- House rentals Marche
- House rentals Italy
- Riviera del Conero
- Rocca Calascio
- Gran Sasso d'Italia
- Sibillini Mountains National Park
- Pescara Centrale
- Shrine of the Holy House
- Spiaggia Urbani
- Tennis Riviera Del Conero
- Sibillini Mountains
- Sirolo
- Birthplace of Gabriele D'Annunzio Museum
- Torre Di Cerrano
- Porto Turistico Marina Di Pescara
- Centro Commerciale Megalò
- Spiaggia della Torre
- Spiaggia di San Michele
- Aragonese Castle
- Ponte del Mare
- Basilica Santa Rita da Cascia
- Sferisterio di Macerata
- Riserva naturale di interesse provinciale Pineta Dannunziana
- Basilica di Santa Maria di Collemaggio
- Riserva Naturale Regionale Sentina
- Palazzo Buonaccorsi





